YACHTSMAN’S CARIBBEAN
Sailing in





YACHTSMAN’S CARIBBEAN
December 12 – 19, 2020
Any cruise ship lets you see the world. Windstar brings it close enough so you can see, hear smell, taste and feel what it’s like to sail on this special adventure. You’ll get to explore hidden beaches, taken into hidden coves and tiny harbours no one else can reach as you fully experience the Caribbean’s private yachting scene. Explore the island charm of Road Town and the inviting beaches of Jost Van Dyke as you overnight in the harbor. Sail to Virgin Gorda, with its assembly of house-sized rocks called “The Baths.” Savor the high life on St. Barts. The unique James Beard Association
Popular Highlights
- Relish extra beach time with late nights in both Jost Van Dyke and Virgin Gorda
- Discover local treasures and island charm at Soper’s Hole Wharf
- Beachcomb or mingle with the glitterati at St. Barts
- Soak in the natural bathing pools of “The Baths” at Virgin Gorda
- Indulge yourself at Windstar’s Signature Beach Party with plenty of Caribbean flavors and spirit to savor and share
- Shop and dine in duty-free St. Maarten
- Sail, swim, and kayak off the Watersports Platform
Inclusions & Highlights
- All meals in all venues at all times, including room service menu available 24 hours
- All non-alcoholic beverages, including cappuccino, espresso, and other specialty non-alcoholic drinks
- Welcome cocktails at reception
- All onboard entertainment
- Unlimited use of Fitness Center
- Unlimited use of all water sports equipment
- Informative nightly port talks and destination briefings
- 100 per person Ship Board Credit
Accommodations as selected and all feature:
- Queen Size Bed with Luxurious Linens
- Waffle Weave Robe and Slippers
- Flat Screen TV with DVD player
- Fully Stocked Mini Bar/Refrigerator
- Safe
- Direct Dial Phone
- L’Occitane Bath Amenities
- Wi-Fi (internet cards can be purchased at reception)
- Fresh Flowers
- Fresh Fruit
- Granite vanity with magnifying mirror and chair
- Mirrored closet with ample drawer space
- Bathroom with granite countertop and shower
- Hair Dryers and 110/220 outlets
Itinerary
Day 1 – Philipsburg, St. Maarten
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
Accommodations – Wind Surf Meals – BLD
Day 2 – Road Bay, Anguilla
With its protected shoreline, calm surf, spectacular coral reefs and sugar-soft beaches, Road Bay has become a destination for boaters, with its delightful restaurants, bars, and shops. Anguilla has some of the most beautiful sunsets and delicious rum punch to be found in the Caribbean. It is also home to Cuban tree frogs, red-footed tortoise, green iguanas and five species of bats. Worth checking out is Wallblake House, a heritage plantation house and museum said to be the oldest building on the island and located nearby.
Accommodations – Wind Surf Meals – BLD
Day 3 – Soper’s Hole, Tortola BVI
Arrive at the boardwalk of Pusser’s Landing and mingle with other yachtsmen in the utterly charming marina at Soper’s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port’s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime sunset Sail Away and cruise that glides along Sir Francis Drake Channel and on through “The Narrows.”
Accommodations – Wind Surf
Meals – BLD
Day 3 – Jost Van Dyke, Great Harbour, BVI
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.
Accommodations – Wind Surf Meals – BLD
Day 4 – Jost Van Dyke, Great Harbour, BVI
A beautiful coral reef wavers just beneath you as your ship makes the break into the heart of Spanish Town, the Yacht Harbor Marina, Located to the south of Spanish Town lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
Accommodations – Wind Surf Meals – BLD
Day 4 – Virgin Gorda, BVI
A beautiful coral reef wavers just beneath you as your ship makes the break into the heart of Spanish Town, the Yacht Harbor Marina, Located to the south of Spanish Town lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
Accommodations – Wind Surf Meals – BLD
Day 5 – Virgin Gorda, BVI
A beautiful coral reef wavers just beneath you as your ship makes the break into the heart of Spanish Town, the Yacht Harbor Marina, Located to the south of Spanish Town lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
Accommodations – Wind Surf Meals – BLD
Day 6 – Gustavia, St. Barthelemy
Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by.
Accommodations – Wind Surf Meals – BLD
Day 7 – Falmouth Harbour, Antigua
It’s said that Antigua has 365 beaches – one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
Accommodations – Wind Surf Meals – BLD
Day 8 – Philipsburg, St. Maarten Disembark
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
Meals – B
** Prices are subject to change and availability. Space is limited and activities and specific hotels are subject to change. Travel insurance is strongly recommended.
Details and Pricing
Category B (Deck 1 Forward/Aft)
- Double Occupancy – $1,629 USD per person
- Single Occupancy – $2,653 USD per person
Category B (Deck 1 Forward/Aft)
- Double Occupancy – $2,247 USD per person
- Single Occupancy – $3,271 USD per person
Category BX Deluxe (Deck 1 Midship)
- Double Occupancy – $1,829 USD per person
- Single Occupancy – $2,989 USD per person
Category A (Deck 2 Forward/Aft)
- Double Occupancy – $1,929 USD per person
- Single Occupancy – $3,156 USD per person
Category AX (Deck 2 Midship)
- Double Occupancy – $2,029 USD per person
- Single Occupancy – $3,324 USD per person
Category TX (Deck 3 Forward/Aft or Midship)
- Double Occupancy – $2,229 USD per person
- Single Occupancy – $3,659 USD per person
Suite Category (Deck 3 Forward/Aft or Midship)
- Double Occupancy – $3,529 USD per person
- Single Occupancy – $6,605 USD per person
Deposit of $250 USD per person | $500 USD per person for Premium Suites due at time of reservation.
Final Payment due September 10, 2020.
* All payments are non-refundable Please see full terms and conditions.
Activity Level
- Low – Moderate Activity
- The included activity level is at each passengers discretion and is non strenuous to moderate. There are more active activities available.
Group Size
- Minimum – 8
- Maximum – 20
Exclusions
- International Airfare (can be arranged by 7 Seas 2 See Travel)
- Travel Insurance
- Visa/passport handling fees
- Pre/Post Cruise arrangements/Transfers
- Onboard Gratuities
- Optional Tours/Activities
- Expenses of a Personal Nature
Tour Leader
Diane Cook
Diane is a World Traveler, Owner & Professional Travel Advisor of 7Seas2See Travel. She created the Walking, Wining & Dining Series so as to combine these 3 favourite things in natural settings to refresh and heal us as we stretch ourselves to experience our incredible world.
Flight Information
We will notify you once this tour is a guaranteed departure. Please do not book your flights until you have been notified.
7 Seas 2 See Travel will assist with making your flight arrangements please email diane@7seas2see.com to request flight options and quotes for a service fee of CAD $113 which will be charged at the time of quotation. Or if you prefer to arrange your own flights please forward a copy of your itinerary to diane@7seas2see.com.
** NOTE: Please do not book any flights until tour is confirmed.
Arrive: St. Martin Airport
Depart: St. Martin Airport
Travel Insurance
Out of country medical insurance is required. We strongly recommend that you obtain cancellation and interruption insurance to protect your investment.
Accommodations
Windstar Cruises flagship, Wind Surf is the world’s largest sailing ship, sails with just 342 guests in 171 total staterooms.
Renovated in November 2019. Luxury gets personal as you are enveloped in an oasis of relaxing indulgence. This unique experience of sailing on a 5 masted vessel with 7 triangular self-furling, computer-operated sails also has 4 diesel electric generated engines.